O-feruloylated, O-acetylated oligosaccharides as side-chains of grass xylans

G Wende, S C Fry

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Abstract

Partial acid hydrolysis of cell wall material from Festuca arundinacea cell cultures yielded a novel O-feruloylated trisaccharide (3). Treatment of 3 with Driselase, which contains beta- but not alpha-D-xylosidase, released xylose plus the known compound, beta-D-xylopyranosyl-(1 --> 2)-(5-O-feruloyl)-L-arabinose. Since 3 contained one NaIO4-resistant xylose residue, it was concluded to be beta-D-xylopyranosyl-(1 --> 3)-beta-D-xylopyranosyl-(1 --> 2)-(5-O-feruloyl)-L-arabinose. Partial acid hydrolysis of Festuca cell walls also yielded several higher-M(r) feruloylated oligosaccharides, including a feruloylated pentasaccharide, 4 (sugar composition: Ara + Xyl(2) + two non-pentose residues) and a feruloylated heptasaccharide, 5 (Ara + Xyl(3) + three non-pentose residues). Compounds 4 and 5 were endogenously O-acetylated but 3 was not. Similar or identical compounds were found in hydrolysates of 20 additional species of the Gramineae. These products represent a series of complex side-chains which, in vivo are attached via Araf residues to the parent xylan. Their possible biological roles are discussed. Copyright (C) 1997 Elsevier Science Ltd.

Original languageEnglish
Pages (from-to)1011-1018
Number of pages8
JournalPhytochemistry
Volume44
Issue number6
Publication statusPublished - Mar 1997

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